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Chapter 14: Q.21558-14-3P. (page 533)

How many 1H NMR signals does each compound show?

a.

b.

c.

d.

e.

f.

g.

h.

Short Answer

Expert verified

a. 2

b. 2

c. 2

d. 2

e. 4

f. 4

g. 5

h. 4

Step by step solution

01

NMR spectroscopy

Different types of proton NMR signals are observed in compounds due to the presence of different protons. The environment of these protons is affected by electron-withdrawing and electron-releasing groups.

02

 1H NMR signals in a, b, c, and d

a. The given compound has a plane of symmetry, as shown.

Plane of symmetry in a

Thus, the given compound has two types of protons, and it will give two signals.

b. The given compound has a plane of symmetry, as shown.

Plane of symmetry in b

Thus, the given compound has two types of protons, and it will give two signals.

c. The given compound has a plane of symmetry, as shown.

Plane of symmetry in c

Thus, the given compound has two types of protons, and it will give two signals.

d. The given compound has a plane of symmetry, as shown.

Plane of symmetry in d

Thus, the given compound has two types of protons, and it will give two signals.

03

 1H NMR signals in e, f, g and h

e. The given compound has four types of protons, and it will give four signals.

Structure of e

f. The given compound has four types of protons, and it will give four signals.

Structure of f

g. The given compound has five types of protons, and it will give five signals.

Structure of g

h. The given compound has four types of protons, and it will give four signals.

Structure of h

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Most popular questions from this chapter

Question: Explain why the 13C NMR spectrum of 3-methylbutan-2-ol shows five signals.

Propose a structure for a compound of molecular formula C7H14O2 with an IR absorption at 1740 cm-1 and the following 1HNMR data:

AbsorptionppmRelativeareasinglet1.29triplet1.33quartet4.12

Question: Describe the \({}^{\bf{1}}{\bf{H}}\)NMR spectrum of each compound. State how many NMR signals are present, the splitting pattern for each signal, and the approximate chemical shift.

a.

b.

c.

d.

For each compound, first label each different type of proton and then rank the protons in order of increasing chemical shift.

a.

b.

c.

Question: (a) How many 1H NMR signals does each compound show? (b) Into how many peaks is each signal split?
See all solutions

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